View Lot 140 - 23659 Dragonfly Lane Leonardtown, MD MLS# MDSM2031072
  • New Construction with Virtual Tour
Save Lot 140 - 23659 Dragonfly Lane Leonardtown, MD MLS# MDSM2031072
1 of 45
$449,900
4

Beds

3.1

Baths

2,604

Sq.Ft.

Lot 140 - 23659 Dragonfly Lane

Leonardtown, MD

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View Lot 159 - 23652 Dragonfly Lane Leonardtown, MD MLS# MDSM2031076
  • New Construction with Virtual Tour
Save Lot 159 - 23652 Dragonfly Lane Leonardtown, MD MLS# MDSM2031076
1 of 30
$479,900
4

Beds

3.1

Baths

2,966

Sq.Ft.

Lot 159 - 23652 Dragonfly Lane

Leonardtown, MD

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View Lot 151 - 23790 Wisteria Lane Leonardtown, MD MLS# MDSM2031078
  • New Construction with Virtual Tour
Save Lot 151 - 23790 Wisteria Lane Leonardtown, MD MLS# MDSM2031078
1 of 46
$489,900
4

Beds

3.1

Baths

3,095

Sq.Ft.

Lot 151 - 23790 Wisteria Lane

Leonardtown, MD

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Courtesy of RE/MAX ONE
The time to sell is now! THE TIME TO SELL IS NOW!
View 23008 Hopton Lane Leonardtown, MD MLS# MDSM2031024
    Save 23008 Hopton Lane Leonardtown, MD MLS# MDSM2031024
    1 of 43
    $559,900
    3

    Beds

    3.0

    Baths

    2,688

    Sq.Ft.

    23008 Hopton Lane

    Leonardtown, MD

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    Courtesy of RE/MAX ONE
    View Lot 136 - 23673 Weeping Willow Way Leonardtown, MD MLS# MDSM2031006
    • New Construction with Virtual Tour
    Save Lot 136 - 23673 Weeping Willow Way Leonardtown, MD MLS# MDSM2031006
    1 of 48
    $449,900
    4

    Beds

    3.1

    Baths

    2,554

    Sq.Ft.

    Lot 136 - 23673 Weeping Willow Way

    Leonardtown, MD

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    View Lot 158 - 23646 Dragonfly Lane Leonardtown, MD MLS# MDSM2031014
    • New Construction with Virtual Tour
    Save Lot 158 - 23646 Dragonfly Lane Leonardtown, MD MLS# MDSM2031014
    1 of 34
    $449,900
    4

    Beds

    3.1

    Baths

    2,554

    Sq.Ft.

    Lot 158 - 23646 Dragonfly Lane

    Leonardtown, MD

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    Courtesy of RE/MAX ONE
    View 22394 White Oak Road Leonardtown, MD MLS# MDSM2030988
      Save 22394 White Oak Road Leonardtown, MD MLS# MDSM2030988
      1 of 32
      $485,000
      4

      Beds

      3.0

      Baths

      2,507

      Sq.Ft.

      22394 White Oak Road

      Leonardtown, MD

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      Courtesy of KW METRO CENTER
      View 42032 Starlight Drive Leonardtown, MD MLS# MDSM2030894
        Save 42032 Starlight Drive Leonardtown, MD MLS# MDSM2030894
        1 of 57
        $653,000
        5

        Beds

        3.1

        Baths

        4,340

        Sq.Ft.

        42032 Starlight Drive

        Leonardtown, MD

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        View Lot 144 - 23635 Dragonfly Lane Leonardtown, MD MLS# MDSM2030872
        • New Construction with Virtual Tour
        Save Lot 144 - 23635 Dragonfly Lane Leonardtown, MD MLS# MDSM2030872
        1 of 45
        $449,900
        4

        Beds

        3.1

        Baths

        2,604

        Sq.Ft.

        Lot 144 - 23635 Dragonfly Lane

        Leonardtown, MD

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        View Lot 115 - 23708 Weeping Willow Way Leonardtown, MD MLS# MDSM2030874
        • New Construction with Virtual Tour
        Save Lot 115 - 23708 Weeping Willow Way Leonardtown, MD MLS# MDSM2030874
        1 of 45
        $449,900
        4

        Beds

        3.1

        Baths

        Lot 115 - 23708 Weeping Willow Way

        Leonardtown, MD

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        View 42195 White Point Beach Road Leonardtown, MD MLS# MDSM2030794
          Save 42195 White Point Beach Road Leonardtown, MD MLS# MDSM2030794
          1 of 57
          $699,900
          3

          Beds

          2.0

          Baths

          1,636

          Sq.Ft.

          42195 White Point Beach Road

          Leonardtown, MD

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          View 41482 Pensive Street Leonardtown, MD MLS# MDSM2030772
            Save 41482 Pensive Street Leonardtown, MD MLS# MDSM2030772
            1 of 75
            $574,900
            5

            Beds

            3.1

            Baths

            4,300

            Sq.Ft.

            41482 Pensive Street

            Leonardtown, MD

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            View 40704 Chance Way Leonardtown, MD MLS# MDSM2030700
              Save 40704 Chance Way Leonardtown, MD MLS# MDSM2030700
              1 of 89
              $599,900
              4

              Beds

              2.1

              Baths

              3,300

              Sq.Ft.

              40704 Chance Way

              Leonardtown, MD

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              Courtesy of CENTURY 21 REDWOOD REALTY
              View 41708 Fenwick Street Leonardtown, MD MLS# MDSM2030598
                Save 41708 Fenwick Street Leonardtown, MD MLS# MDSM2030598
                1 of 22
                $300,000
                Studio

                Beds

                0.0

                Baths

                41708 Fenwick Street

                Leonardtown, MD

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                Courtesy of REDFIN CORP
                View 41923 Sara Ann Court Leonardtown, MD MLS# MDSM2030524
                  Save 41923 Sara Ann Court Leonardtown, MD MLS# MDSM2030524
                  1 of 33
                  $459,900
                  3

                  Beds

                  2.1

                  Baths

                  2,034

                  Sq.Ft.

                  41923 Sara Ann Court

                  Leonardtown, MD

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                  Courtesy of RE/MAX ONE
                  View 21130 Someday Farm Lane Leonardtown, MD MLS# MDSM2030588
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                  1 of 96
                  $800,000
                  5

                  Beds

                  2.1

                  Baths

                  3,122

                  Sq.Ft.

                  21130 Someday Farm Lane

                  Leonardtown, MD

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                  View 41585 Austin Court Leonardtown, MD MLS# MDSM2030616
                  • Virtual Tour
                  Save 41585 Austin Court Leonardtown, MD MLS# MDSM2030616
                  1 of 64
                  $635,000
                  5

                  Beds

                  3.0

                  Baths

                  3,030

                  Sq.Ft.

                  41585 Austin Court

                  Leonardtown, MD

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                  View 40461 Old Breton Beach Road Leonardtown, MD MLS# MDSM2030470
                    Save 40461 Old Breton Beach Road Leonardtown, MD MLS# MDSM2030470
                    1 of 42
                    $650,000
                    2

                    Beds

                    2.1

                    Baths

                    2,040

                    Sq.Ft.

                    40461 Old Breton Beach Road

                    Leonardtown, MD

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                    Courtesy of THE SOUTHSIDE GROUP REAL ESTATE
                    View 41249 Brenda Court Leonardtown, MD MLS# MDSM2030594
                      Save 41249 Brenda Court Leonardtown, MD MLS# MDSM2030594
                      1 of 79
                      $669,900
                      3

                      Beds

                      2.1

                      Baths

                      3,098

                      Sq.Ft.

                      41249 Brenda Court

                      Leonardtown, MD

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                      Courtesy of CENTURY 21 NEW MILLENNIUM
                      View 41620 Church Street Leonardtown, MD MLS# MDSM2030446
                        Save 41620 Church Street Leonardtown, MD MLS# MDSM2030446
                        1 of 70
                        $399,000
                        3

                        Beds

                        2.0

                        Baths

                        1,728

                        Sq.Ft.

                        41620 Church Street

                        Leonardtown, MD

                        Bright
                        Courtesy of EVERGREEN PROPERTIES

                        About Leonardtown

                        Listings in Leonardtown, MD

                        79

                        Estimated median home price

                        $487,400
                        Leonardtown MD Homes for Sale & Properties

                        Weichert Realtors is one of the nation's leading providers of Leonardtown, Maryland real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Leonardtown, MD.

                        Homes for Sale by Price in Leonardtown, MD

                        PriceCount
                        $0 - 100K1
                        $100K - 200K5
                        $200K - 300K1
                        $300K - 400K5
                        $400K - 500K32
                        $500K - 600K9
                        $600K - 700K12
                        $700K - 800K7
                        $800K - 900K2
                        $900K - 1M0
                        $1M - Max5

                        Homes for Sale by Type in Leonardtown, MD

                        Property TypeCount
                        Single Family44
                        Townhouse22
                        Condo0
                        Commercial1
                        Rental17
                        Lots and Land12
                        Condo/Town/CoOp0
                        CoOp0
                        Multi Family0
                        Mobile Home0
                        Farms0

                        (Data as of 6/4/2026)

                        Find Properties in Leonardtown, MD

                        Leonardtown, MD Information

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